Synthesis and crystallographic analysis of benzophenone derivatives--the potential anti-inflammatory agents

T D Venu; S Shashikanth; S A Khanum; S Naveen; Aiysha Firdouse; M A Sridhar; J Shashidhara Prasad

doi:10.1016/j.bmc.2007.02.051

Synthesis and crystallographic analysis of benzophenone derivatives--the potential anti-inflammatory agents

Bioorg Med Chem. 2007 May 15;15(10):3505-14. doi: 10.1016/j.bmc.2007.02.051. Epub 2007 Mar 3.

Authors

T D Venu¹, S Shashikanth, S A Khanum, S Naveen, Aiysha Firdouse, M A Sridhar, J Shashidhara Prasad

Affiliation

¹ Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570006, India.

PMID: 17376692
DOI: 10.1016/j.bmc.2007.02.051

Abstract

Fries rearrangement of substituted phenyl benzoates 1a-j to substituted hydroxy benzophenones 2a-j was achieved in excellent yield. Further benzoylation of 2a-j to benzoyloxy benzophenones 4a-n, a benzophenone analogue was achieved in good yield. All the newly synthesized compounds were evaluated for their anti-inflammatory activity and were compared with standard drugs. Out of the compounds studied, the compounds 4c, 4e, 4g, 4h and 4k with chloro and methyl substituents at para position showed more potent activity than the standard drugs at all doses tested.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis*
Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
Anti-Inflammatory Agents, Non-Steroidal / toxicity
Benzophenones / chemical synthesis*
Benzophenones / pharmacology*
Benzophenones / toxicity
Carrageenan
Crystallography, X-Ray
Cyclooxygenase Inhibitors / chemical synthesis
Cyclooxygenase Inhibitors / pharmacology
Dose-Response Relationship, Drug
Edema / chemically induced
Edema / prevention & control
Lethal Dose 50
Rabbits
Rats
Stomach Ulcer / chemically induced
Stomach Ulcer / pathology

Substances

Anti-Inflammatory Agents, Non-Steroidal
Benzophenones
Cyclooxygenase Inhibitors
Carrageenan